1位芳基取代的青藤碱衍生物的合成和抗炎活性研究

留言板

尊敬的读者、作者、审稿人, 关于本刊的投稿、审稿、编辑和出版的任何问题, 您可以本页添加留言。我们将尽快给您答复。谢谢您的支持!

姓名
邮箱
手机号码
标题
留言内容
验证码

x 关闭永久关闭

应中央军委要求，2022年9月起，《药学实践杂志》将更名为《药学实践与服务》，双月刊，正文96页；2023年1月起，拟出版月刊，正文64页，数据库收录情况与原《药学实践杂志》相同。欢迎作者踊跃投稿！

1位芳基取代的青藤碱衍生物的合成和抗炎活性研究

李修政, 赵庆杰, 董家潇, 姜云云, 叶光明

文章导航 > 药学实践与服务 > 2018 > 36(5): 417-421

李修政, 赵庆杰, 董家潇, 姜云云, 叶光明. 1位芳基取代的青藤碱衍生物的合成和抗炎活性研究[J]. 药学实践与服务, 2018, 36(5): 417-421. doi: 10.3969/j.issn.1006-0111.2018.05.007

引用本文:

李修政, 赵庆杰, 董家潇, 姜云云, 叶光明. 1位芳基取代的青藤碱衍生物的合成和抗炎活性研究[J]. 药学实践与服务, 2018, 36(5): 417-421. doi: 10.3969/j.issn.1006-0111.2018.05.007

LI Xiuzheng, ZHAO Qingjie, DONG Jiaxiao, JIANG Yunyun, YE Guangming. Synthesis and anti-inflammatory activity of position 1 substituted sinomenine derivatives[J]. Journal of Pharmaceutical Practice and Service, 2018, 36(5): 417-421. doi: 10.3969/j.issn.1006-0111.2018.05.007

Citation:

LI Xiuzheng, ZHAO Qingjie, DONG Jiaxiao, JIANG Yunyun, YE Guangming. Synthesis and anti-inflammatory activity of position 1 substituted sinomenine derivatives[J]. Journal of Pharmaceutical Practice and Service, 2018, 36(5): 417-421. doi: 10.3969/j.issn.1006-0111.2018.05.007

1位芳基取代的青藤碱衍生物的合成和抗炎活性研究

doi: 10.3969/j.issn.1006-0111.2018.05.007

1.
安徽医科大学解放军98临床学院, 浙江湖州 230032
2.
第二军医大学药学院, 上海 200433
3.
解放军101医院, 江苏无锡 214044

Synthesis and anti-inflammatory activity of position 1 substituted sinomenine derivatives

1.
Huzhou Clinical College of Anhui Medical University, No. 98 Hospital of PLA, Huzhou 230032, China
2.
School of Pharmacy, Second Military Medical University, Shanghai 200433, China
3.
No. 101 Hospital of PLA, Wuxi 214044, China

摘要: 目的进行1位取代芳基的青藤碱衍生物的合成及体外抗炎活性研究。方法以青藤碱为先导化合物，首先1位溴取代反应，然后通过Suzuki偶联反应对A环1位进行修饰，制得一系列取代芳基的青藤碱衍生物，所有化合物均经¹H-NMR、¹³C-NMR、MS结构确认；采用报告基因法研究青藤碱衍生物对NF-κB转录活性的影响。结果 Suzuki偶联反应得到的一系列化合物活性均优于对照药青藤碱。结论筛选到的 4f 和 4g 可作为候选药物进行深入研究，对研发治疗风湿性关节炎药物具有重要意义。
- 青藤碱 /
- 结构修饰 /
- 衍生物
Abstract: Objective To synthesize position 1 substituted sinomenine derivatives and study their anti-inflammatory activity in vitro. Methods A series of substituted sinomenine derivatives were prepared by bromination of sinomenine and Suzuki coupling reaction on the A ring 1. All compounds were confirmed by ¹H-NMR,¹³C-NMR and MS. The reporter gene method was used to study the effect of sinomenine derivatives on NF-κB transcriptional activity. Results All the compounds obtained with Suzuki coupling reaction exhibited better anti-inflammatory activity than the parent compound,sinomenine. Conclusion Two top performers, 4f and 4g ,can be used as drug candidates. A further study on those compounds will have significant implication for the development of rheumatoid arthritis drugs.
- sinomenine /
- structural modification /
- derivatives

[1]	ZHAO ZJ,ZHAO C,XIAO J,et al. Transdermal permeation and anti-inflammation activities of novel sinomenine derivatives[J]. Molecules,2016,21(11):1520.
[2]	高晨鑫,张湛明,陈继红,等. 青藤碱对类风湿关节炎细胞因子影响的研究进展[J]. 风湿病与关节炎,2017,6(2):72-75.
[3]	ZHAO XX,PENG C,ZHANG H,et al.Sinomenium acutum:A review of chemistry,pharmacology,pharmacokinetics,and clinical use[J]. Pharm Biol,2012,50(8),1053-1061.
[4]	吴娟,李燕红. 正清风痛宁药物治疗的副作用及防治[J].中国医药导刊,2012,14(2):250-252.
[5]	游素芬,戈萌.青藤碱的医药新用途:CN1679574[P]. 2005-10-12.
[6]	CHEN C,XU HQ,ZHONG J.New use of sinomenine:1149456[P].1997-05-14.
[7]	秦峰,蔡辉. 青藤碱药理作用研究进展[J]. 现代中药研究与实践,2016(4):81-86.
[8]	HE L,DUAN H,LI X,et al. Sinomenine down-regulates TLR4/TRAF6 expression and attenuates lipopolysaccharide-induced osteoclastogenesis and osteolysis[J]. Eur J Pharmacol,2016,779:66-79.
[9]	HUANG L,LI T,ZHOU H,et al. Sinomenine potentiates degranulation of RBL-2H3 basophils via up-regulation of phospholipase A2 phosphorylation by Annexin A1 cleavage and ERK phosphorylation without influencing on calcium mobilization[J]. Int Immunopharmacol,2015,28(2):945-951.
[10]	LOU YT,ZHOU HB,ZOU J,et al.Modification of poorly bioactive sinomenine into morepotent immunosuppressive agents by embedding of drug-like fragments[J].Tetrahedron Lett,2010,51(3):485-488.
[11]	姚祝军,周海滨. C环连接有吡嗪环的青藤碱衍生物、合成方法及其用途:1687065 A[P]. 2005-10-26.
[12]	姚祝军,周海滨. C环连接有五元杂环的青藤碱衍生物和合成方法:1687070 A[P]. 2007-10-26.
[13]	TANG J,ZHANG R,XU XQ,et al. Synthesis,characterization,and NF-kappa B pathway inhibition of;1-halogenated sinomenine derivatives[J]. Chem Nat Comp,2013,48(6):1031-1034.

WeChat

点击查看大图

计量

文章访问数: 2891
HTML全文浏览量: 351
PDF下载量: 581
被引次数: 0

1位芳基取代的青藤碱衍生物的合成和抗炎活性研究

doi: 10.3969/j.issn.1006-0111.2018.05.007

1. 安徽医科大学解放军98临床学院, 浙江湖州 230032

2. 第二军医大学药学院, 上海 200433

3. 解放军101医院, 江苏无锡 214044

收稿日期: 2018-01-26
修回日期: 2018-05-03

关键词:

摘要: 目的进行1位取代芳基的青藤碱衍生物的合成及体外抗炎活性研究。方法以青藤碱为先导化合物，首先1位溴取代反应，然后通过Suzuki偶联反应对A环1位进行修饰，制得一系列取代芳基的青藤碱衍生物，所有化合物均经¹H-NMR、¹³C-NMR、MS结构确认；采用报告基因法研究青藤碱衍生物对NF-κB转录活性的影响。结果 Suzuki偶联反应得到的一系列化合物活性均优于对照药青藤碱。结论筛选到的 4f 和 4g 可作为候选药物进行深入研究，对研发治疗风湿性关节炎药物具有重要意义。

English Abstract

李修政, 赵庆杰, 董家潇, 姜云云, 叶光明. 1位芳基取代的青藤碱衍生物的合成和抗炎活性研究[J]. 药学实践与服务, 2018, 36(5): 417-421. doi: 10.3969/j.issn.1006-0111.2018.05.007

引用本文:

李修政, 赵庆杰, 董家潇, 姜云云, 叶光明. 1位芳基取代的青藤碱衍生物的合成和抗炎活性研究[J]. 药学实践与服务, 2018, 36(5): 417-421. doi: 10.3969/j.issn.1006-0111.2018.05.007

LI Xiuzheng, ZHAO Qingjie, DONG Jiaxiao, JIANG Yunyun, YE Guangming. Synthesis and anti-inflammatory activity of position 1 substituted sinomenine derivatives[J]. Journal of Pharmaceutical Practice and Service, 2018, 36(5): 417-421. doi: 10.3969/j.issn.1006-0111.2018.05.007

Citation:

LI Xiuzheng, ZHAO Qingjie, DONG Jiaxiao, JIANG Yunyun, YE Guangming. Synthesis and anti-inflammatory activity of position 1 substituted sinomenine derivatives[J]. Journal of Pharmaceutical Practice and Service, 2018, 36(5): 417-421. doi: 10.3969/j.issn.1006-0111.2018.05.007

全文HTML

参考文献 (13)

/

下载: 全尺寸图片幻灯片

分享

用微信扫码二维码

分享至好友和朋友圈

返回

版权所有：《药学实践与服务》编辑委员会

主管、主办: 中国人民解放军海军军医大学地址: 上海市杨浦区国和路325号邮政编码: 200433

电话: （021）81871324,81871397 E-mail: yxsjzzs@163.com

网站备案号沪ICP备05003363号-1

本系统由北京仁和汇智信息技术有限公司开发